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    Key West 1.5-Hour Classic Day Sailing Cruise

    Sail Key West on Schooner America 2.0 with complimentary soft drinks

    4.9 stars• 593 reviews

    Duration

    1.5 Hours

    Ideal For

    20-30 people

    Includes

    Sail, soda, juice, water

    Highlights

    Set sail on a 1.5-hour daytime cruise aboard the 105-foot Schooner America 2.0 and take in waterfront views of Downtown Key West. Enjoy onboard narration from the professional crew as you glide past local sights.

    • Spot marine wildlife like dolphins along the route
    • Learn about local history and ecology from the crew narration
    • View Downtown Key West from the water, including Mallory Square and Sunset Pier
    • Look for Fort Zachary Taylor and distant Sand Key Lighthouse from the schooner
    • Help hoist the sails or take a turn at the helm when conditions allow

    What's Included

    • 1.5-hour sailing cruise aboard Schooner America 2.0
    • Complimentary soda, juice, and water

    Things to know

    Outside alcoholic beverages are not permitted, and alcohol is available for purchase on board (credit card only). Gratuity is not included. The schooner is not wheelchair-accessible.

    Cancellation Policy

    Cancel up to 24 hours in advance for a full refund. Day-of cancellations are non-refundable/non-reschedulable. No-shows are charged in full.

    Product ID: WRTAEP

    FAQs

    All passengers require a ticket, but infants under 2 sail free.

    You may bring your own food. Outside alcohol is not permitted. Alcoholic drinks can be purchased on board or during booking.

    No, America 2.0 is not wheelchair-accessible.

    Meeting details

    202R William Street, Key West FL, 33040

    Experience provided by Classic Harbor Line - Key West

    More about Sand Key Lighthouse

    Sand Key Lighthouse rises from a small, sun-bleached shoal about seven miles southwest of Key West, marking one of the most photogenic stretches of water along the Florida Reef. Built in the mid-1800s to warn ships away from the treacherous coral heads below, the iron-pile tower still stands sentinel over a turquoise expanse where sailboats glide and frigatebirds wheel overhead. Sailing toward Sand Key Lighthouse aboard the Schooner America 2.0 puts the landmark in its proper context, seen the way mariners have seen it for generations, from the deck of a tall ship under full canvas.

    The Classic Day Sail traces the calm waters off Key West, and on clear days the silhouette of Sand Key Lighthouse becomes the natural turning point of the journey. As the schooner heels gently with the trade winds, you feel the rigging hum and the salt spray cool your face while the lighthouse grows from a thin pencil on the horizon into a striking skeletal tower set against the open Atlantic. The shallows surrounding Sand Key Lighthouse glow in bands of jade and aquamarine, a vivid contrast to the deeper indigo of the Gulf Stream just beyond. Champagne, beer, wine, and soft drinks are poured as you sail, and there is plenty of space to stretch out on deck, lean against the rail, or simply watch the lighthouse drift past in unhurried silence.

    This sail suits couples looking for a romantic afternoon on the water, photographers chasing that quintessential Keys image, history lovers drawn to maritime landmarks, and anyone who prefers wind and sail over engine noise. Families and first-time sailors find the schooner steady and welcoming, while seasoned boaters appreciate the craftsmanship of a true classic yacht. Whether you come for the views, the breeze, or the quiet thrill of approaching Sand Key Lighthouse under sail, this is a Key West experience that lingers long after you step back onto the dock.

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